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| CAS No.: | 31431-39-7 |
|---|---|
| Name: | Mebendazole |
| Article Data: | 10 |
| Molecular Structure: | |
|
|
|
| Formula: | C16H13N3O3 |
| Molecular Weight: | 295.298 |
| Synonyms: | Methyl 5-benzoyl-2-benzimidazolecarbamate;2-Benzimidazolecarbamic acid, 5-benzoyl-, methyl ester;Sufil;R 17635;Equivurm Plus;MBDZ;Methyl 5-benzoyl benzimidazole-2-carbamate;Versid;(5-Benzoyl-1H-benzimidazol-2-yl)carbamic acid methyl ester;Mebex;Verpanyl;Mebendazole (JAN/USP);2-Benzimidazolecarbamic acid, 5-benzoyl-, methyl ester (8CI);Mebutar;5-Benzoyl-2-benzimidazolecarbamic acid methyl ester;Telmin;Vermox (TN);R 17,635;Bantenol;Telluryl compoundsTelmin;Vermox;R 17, 635;Lomper;Pantelmin;Methyl 5-benzoyl-2-benzimidazolylcarbamate; |
| EINECS: | 250-635-4 |
| Density: | 1.388 g/cm3 |
| Melting Point: | 288.5 °C |
| Boiling Point: | 436.98°C (rough estimate) |
| Solubility: | 35.4mg/L(25 oC) |
| Appearance: | white to yellowish powder |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 22 |
| Safety: | 36 |
| Transport Information: | UN 2811 |
| PSA: | 84.08000 |
| LogP: | 3.04520 |
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- 361456-36-2METHYL (R)-(+)-ISOCYANATO-3-PHENYLPROPI&
- 5156-58-1N-(1-Benzyl-4-pipperidinyl)-N-phenylpropanamide HCl
- 81281-59-67-Benzylideneaminotheophylline
- 50288-62-5threo-Phenyl-2-piperidyl acetamide
- 82993-81-5D-threo-Ritalinic acid hydrochloride
- 47087-37-6Z-D-Glu-OMe
- 73441-42-6METHYL-5-CHLORO-2,2-DIMETHYLVALERATE
- 68439-39-4Poly(oxy-1,2-ethanediyl), alpha-(2-ethylhexyl)-omega-hydroxy-,
- 852475-26-4MC1568
- 39070-63-8
4-benzoylbenzene-1,2-diamine
- 40943-37-1
O-methyl-N-(methoxycarbonyl)-isourea
- 31431-39-7
mebendazole
| Conditions | Yield |
|---|---|
| With acetic acid In toluene | 95% |
| With hydrogenchloride In chloroform Cooling with ice; Reflux; |
- 52329-60-9
(2-amino-1H-benzimidazol-5-yl)(phenyl)methanone
- 79-22-1
methyl chloroformate
A
- 104663-13-0
isomebendazole
B
- 31431-39-7
mebendazole
| Conditions | Yield |
|---|---|
| With pyridine Ambient temperature; Yield given. Yields of byproduct given; | |
| With pyridine Ambient temperature; | A 0.5 g B 0.1 g |
- 57070-71-0
(3,4-diaminophenyl)phenylmethanone hydrochloride
- 31431-39-7
mebendazole
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 6 g / sodium hydroxide / H2O / 12 h / Heating 2: 0.1 g / pyridine / Ambient temperature View Scheme |
| Conditions | Yield |
|---|---|
| In chloroform |
- 528-45-0
3,4-dinitrobenzoic acid
- 31431-39-7
mebendazole
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1: thionyl chloride / N,N-dimethyl-formamide / 0 °C 2: aluminum (III) chloride / dichloromethane / 3 h / Reflux; Inert atmosphere 3: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 20 °C 4: hydrogenchloride / chloroform / Cooling with ice; Reflux View Scheme |
- 24376-18-9
3,4-dinitrobenzoyl chloride
- 31431-39-7
mebendazole
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: aluminum (III) chloride / dichloromethane / 3 h / Reflux; Inert atmosphere 2: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 20 °C 3: hydrogenchloride / chloroform / Cooling with ice; Reflux View Scheme |
- 33609-48-2
3,4-dinitrobenzophenone
- 31431-39-7
mebendazole
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 20 °C 2: hydrogenchloride / chloroform / Cooling with ice; Reflux View Scheme |
- 39259-32-0
methyl N-(1-methylthio-1-iminomethyl)-carbamate
- 39070-63-8
4-benzoylbenzene-1,2-diamine
- 31431-39-7
mebendazole
| Conditions | Yield |
|---|---|
| With acetic acid In methanol at 75 - 80℃; |
- 106-43-4
para-chlorotoluene
- 31431-39-7
mebendazole
| Conditions | Yield |
|---|---|
| Multi-step reaction with 6 steps 1: nitric acid / 70 °C 2: nitric acid / 50 °C 3: thionyl chloride / N,N-dimethyl-formamide / 75 - 80 °C 4: ammonia / 130 - 135 °C / 4500.45 - 5250.53 Torr 5: sulfur; sodium hydroxide / methanol / 78 - 80 °C 6: acetic acid / methanol / 75 - 80 °C View Scheme |
- 74-11-3
para-chlorobenzoic acid
- 31431-39-7
mebendazole
| Conditions | Yield |
|---|---|
| Multi-step reaction with 5 steps 1: nitric acid / 50 °C 2: thionyl chloride / N,N-dimethyl-formamide / 75 - 80 °C 3: ammonia / 130 - 135 °C / 4500.45 - 5250.53 Torr 4: sulfur; sodium hydroxide / methanol / 78 - 80 °C 5: acetic acid / methanol / 75 - 80 °C View Scheme |
- 10597-60-11,2-Benzenediol,4-(2-hydroxyethyl)-
- 6358-30-1Diindolo[2,3-c:2',3'-n]triphenodioxazine,9,19-dichloro-5,15-diethyl-5,15-dihydro-
- 68-94-01,7-DIHYDRO-6H-PURIN-6-ONE
- 7778-53-2Potassium phosphate
- 513-79-1Cobalt carbonate
- 31570-04-4Phenol,2,4-bis(1,1-dimethylethyl)-, 1,1',1''-phosphite
- 7440-02-0Nickel
- 15307-81-0Benzeneaceticacid, 2-[(2,6-dichlorophenyl)amino]-, potassium salt (1:1)
- 104987-11-3Tacrolimus
- 141-53-7Sodium formate
- 8001-54-5Quaternary ammonium compounds, alkylbenzyldimethyl, chlorides
- 9003-39-8Povidone
- 10161-34-9Trenbolone acetate
- 402957-28-2Telaprevir
- 68-19-9Cyanocobalamin
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Chemistry
Molecular Structure of Mebendazole (CAS NO.31431-39-7):
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IUPAC Name: methyl N-(6-Benzoyl-1H-benzimidazol-2-yl)carbamate
Canonical SMILES: COC(=O)NC1=NC2=C(N1)C=C(C=C2)C(=O)C3=CC=CC=C3
InChI: InChI=1S/C16H13N3O3/c1-22-16(21)19-15-17-12-8-7-11(9-13(12)18-15)14(20)10-5-3-2-4-6-10/h2-9H,1H3,(H2,17,18,19,21)
InChIKey: OPXLLQIJSORQAM-UHFFFAOYSA-N
Molecular Formula: C16H13N3O3
Molar mass: 295.2927 g/mol
Index of Refraction: 1.702
Molar Refractivity: 82.43 cm3
Molar Volume: 212.6 cm3
Surface Tension: 66.7 dyne/cm
Density: 1.388 g/cm3
Melting point: 288.5 °C
storage temp: 0-6 °C
Water solubility: insoluble
Appearance: White Amorphous Powder
Product Categories: Intermediates & Fine Chemicals; Miscellaneous Natural Products; Miscellaneous Enzyme; Pharmaceuticals
Uses
Mebendazole (CAS NO.31431-39-7) is used to treat infestations by worms including pinworms, roundworms, tapeworms, hookworms, and whipworms.
Production
Take o-dichlorobenzene and benzoyl chloride as raw materials,the product can be derived by condensation, amination, cyclization.
Toxicity Data With Reference
| cat | LD50 | oral | > 640mg/kg (640mg/kg) | Toxicology and Applied Pharmacology. Vol. 24, Pg. 371, 1973. | |
| chicken | LD50 | unreported | > 40mg/kg (40mg/kg) | United States Patent Document. Vol. #3657267, | |
| dog | LD | intramuscular | > 2gm/kg (2000mg/kg) | Drugs in Japan Vol. -, Pg. 1207, 1990. | |
| dog | LD50 | oral | 1280mg/kg (1280mg/kg) | Drugs in Japan Vol. -, Pg. 1207, 1990. | |
| domestic animals - goat/sheep | LD50 | oral | > 80mg/kg (80mg/kg) | United States Patent Document. Vol. #3657267, | |
| guinea pig | LD50 | oral | > 1280mg/kg (1280mg/kg) | Toxicology and Applied Pharmacology. Vol. 24, Pg. 371, 1973. | |
| mouse | LD50 | intraperitoneal | 712mg/kg (712mg/kg) | Meditsinskaya Parazitologiya i Parazitarnye Bolezni. Medical Parasitology and Parasitic Diseases. Vol. 48(4), Pg. 29, 1979. | |
| mouse | LD50 | oral | 620mg/kg (620mg/kg) | Meditsinskaya Parazitologiya i Parazitarnye Bolezni. Medical Parasitology and Parasitic Diseases. Vol. 47(6), Pg. 48, 1978. | |
| rabbit | LD50 | oral | > 640mg/kg (640mg/kg) | Toxicology and Applied Pharmacology. Vol. 24, Pg. 371, 1973. | |
| rat | LD50 | intramuscular | 350mg/kg (350mg/kg) | Drugs in Japan Vol. -, Pg. 1207, 1990. | |
| rat | LD50 | oral | 714mg/kg (714mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 19, Pg. 735, 1988. |
Consensus Reports
EPA Genetic Toxicology Program.
Safety Profile
Moderately toxic by ingestion and intraperitoneal routes. Human mutation data reported. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx.
Safety Information of Mebendazole (CAS NO.31431-39-7):
Hazard Codes: Xn
Risk Statements:
22: Harmful if swallowed
Safety Statements:
36: Wear suitable protective clothing
RIDADR: UN 2811
WGK Germany: 3
RTECS: EY8600000
Specification
Mebendazole (CAS NO.31431-39-7), its Synonyms are (5-Benzoyl-1H-benzimidazol-2-yl)-carbamic acid methyl ester ; 2-Benzimidazolecarbamic acid, 5-benzoyl-, methyl ester ; 5-Benzoyl-2-benzimidazolecarbamic acid methyl ester ; Bantenol ; Besantin ; Mebendazolum ; Methyl 5-benzoyl-2-benzimidazolecarbamate ; Methyl 5-benzoyl-2-benzimidazolylcarbamate ; Methyl N-(5-benzoyl-2-benzimidazolyl)carbamate ; N-(Benzoyl-5, benzimidazolyl)-2, carbamate de methyle ; N-2 (5-Benzoyl-benzimidazole) carbamate de methyle .
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